Homes For Sale in Longwood 32750 - 95 homes

Remarks: One or more photo(s) has been virtually staged. Tucked away on a quiet cul-de-sac in the sought-after Hidden Oak Estates community of Longwood, this wonderful four-bedroom, 2.5-bath home has a primary bedroom upstairs and another downstairs. Both have huge closets. The spacious floor plan offers formal living and dining rooms that are all open to the family room, perfect for everyday living and entertaining alike. The spacious eat-in kitchen has a great layout and a cozy view of the family room with its wood-burning fireplace. New water heater and new plumbing throughout. The seller has a quote and will credit the buyer for the cost of roof replacement at closing. Main living areas have new luxury vinyl tile floors, vaulted ceilings and French doors. All naturally light and bright with tons of windows. Along the back of the house is a glassed-in (with screens) covered porch with a wet bar and plenty of space for play, ping pong or homeschooling. The backyard is quite large with plenty of room to add a pool. Ideally in the heart of Longwood, this home is just minutes from top-rated Seminole County schools, Orlando Health South Seminole Hospital, AdventHealth Hospital, shopping and dining and the lovely Historic Downtown Longwood. Close-by recreation includes Reiter, Big Tree and Wekiva Springs Parks and the Aiguille Rock Climbing Center. Commuters will appreciate being only five minutes from the SunRail station and about 10 minutes to State Road 417 and Interstate 4. Start your next chapter in this lovely home!

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Jan Walker (407-718-9644)

Remarks: Under contract-accepting backup offers. Welcome home to Chelsea Place — where comfort, style, and everyday living come together beautifully. This exceptional 3-bedroom, 2-bath home at 1860 Marley Place offers an inviting blend of warmth, functionality, and energy efficiency in one of Longwood’s most desirable and convenient locations. From the moment you walk through the front door, you’ll be captivated by the open, light-filled design featuring soaring 9’3” ceilings, elegant architectural details, decorative arches, built-ins, and plant shelves that create a sense of charm and character throughout the home. Designed with both entertaining and daily living in mind, the spacious kitchen is truly the centerpiece of the home, offering a center island, breakfast bar, pantry, cozy breakfast nook, and abundant cabinetry and storage space. Just beyond, the adjoining family room creates the perfect gathering place for family and friends, highlighted by a custom built-in entertainment center that accommodates up to a 63” TV and includes premium electronics such as a subwoofer, 12 in. wall speakers, sound bar, and Sony receiver — creating an incredible atmosphere for movie nights, holidays, and unforgettable game day celebrations. Recent Updates Include: ROOF 2020, A/C 2021, WATER HEATER 2018, and SOLAR PANEL SYSTEM 2020 which adds even greater value. The home features a whole-house solar panel system designed to provide impressive energy efficiency, low monthly electric bills, and long-term savings — allowing you to enjoy comfort with peace of mind. Current owner will payoff current solar panel system at closing. The private primary suite offers a relaxing retreat at the end of the day. The 4th bedroom/bonus room is a flexible, open space ideally suited for a home office, fitness space, or creative studio. The other 2 bedrooms are perfect for accommodating family, guests, or a private home office. Step outside and unwind on the inviting porch, perfect for morning coffee or quiet evenings, while the 2-car garage and expansive attic storage with floor decking provide exceptional space for organization and convenience. Take a peek in the lighted attic and be amazed at the temperate climate created by enhanced foam insulation which makes the house and attic cooler, further contributing to energy efficiency. Seven ceiling fans throughout the home create an atmosphere of cool comfort. Perfectly situated near healthcare facilities, shopping, restaurants, parks, and major conveniences, this home offers more than just a place to live — it offers a lifestyle of comfort, connection, and ease. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to offer and imagine yourself finally feeling at home.

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Jeff Singletary (407-383-1933)

Remarks: Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Mel Bernstein (407-810-4726)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Dawn Grigsby (407-970-9051)

Remarks: Under contract-accepting backup offers. Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless flow between the main living spaces, creating an ideal setup for both everyday living and entertaining. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and an island with additional seating, all overlooking the main living areas and backyard. The spacious primary suite includes dual vanities, a soaking tub, and a separate shower, while the additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a large covered and screened lanai that extends your living space year-round, opening to a fully fenced backyard with plenty of room to add a pool, a storage shed for added convenience, and unobstructed views that are hard to find at this price point. With a 2017 roof, 2020 HVAC system, and an updated electrical panel already in place, this home delivers both comfort and long-term peace of mind, all within a well-maintained neighborhood with low HOA fees and access to top-rated Seminole County schools, shopping, dining, and major roadways.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Chase Tate, Pllc (217-899-2619)

Remarks: Completely remodeled & move-in ready! This 3/1 concrete block home offers peace of mind with major updates including a 2020 roof, 2023 HVAC system, full repipe, updated electrical, new windows & sliding glass door in 2024, plus all exterior doors replaced. Step onto the inviting front porch and into a bright interior featuring tile, terrazzo & luxury vinyl plank flooring throughout. The beautifully updated kitchen boasts new cabinetry, countertops, hood vent, and modern finishes. Enjoy updated lighting, fixtures, and a renovated bathroom. The spacious screened rear porch provides the perfect spot for relaxing or entertaining while overlooking the large backyard with plenty of room for pets, play, gardening, or future improvements. Complete with a 1-car garage and conveniently located near shopping, dining, parks, SunRail, major highways, and everything Longwood has to offer. This turnkey home is ready for its new owner!

Listing is courtesy of: LANDSHARK REALTY (321-567-7992)

Listing Agent: Cody Spaur (321-501-6951)

Remarks: PRICE IMPROVED Rare opportunity to own one of Longwood’s most architecturally distinctive residences. This fully renovated mid-century modern home sits on an exceptional 0.64-acre corner homesite comprising four original platted lots in the heart of Sanlando Springs — a configuration that is increasingly difficult to find in today’s market. A dramatic 20' x 12' wall of floor-to-ceiling windows frames panoramic views of the pond and the future Rolling Hills Community Park, a major Seminole County redevelopment already under active construction directly across the street. Planned features include boardwalks, water features, trails, recreational amenities, and expansive green spaces, creating a rare opportunity to live directly across from one of Seminole County’s most significant new park developments. Inside, every detail has been thoughtfully curated while preserving the home’s mid-century character. Soaring vaulted ceilings with decorative wood beams, a floor-to-ceiling brick wood-burning fireplace, custom built-ins, skylights, recessed lighting, and designer finishes create a home that is both timeless and functional. The designer kitchen features a quartz waterfall island, stacked 24" cabinetry, concealed dishwasher, integrated controls, and abundant storage. The primary suite offers a spacious rain shower and French doors opening directly to the backyard. A secondary bedroom also features direct backyard access, while two bedrooms include walk-in closets and share a beautifully updated Jack-and-Jill bathroom with a freestanding soaking tub. The outdoor space is equally impressive. The oversized fully fenced homesite offers a circular front driveway, private rear driveway, RV parking with dedicated hookups, 50-amp EV charging, covered screened patio, vegetable garden, storage shed, and ample room to enjoy Florida living without HOA restrictions. Major improvements include a late-2022 roof replacement, whole-home water softener system, reverse osmosis filtration system, upgraded electrical and plumbing fixtures, custom front entry, decorative stone accents, and extensive high-end renovations throughout. No HOA. No CDD. Flood Zone X — no flood insurance typically required by lenders.

Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)

Listing Agent: Kimary Carrero (407-617-4695)

Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.

Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)

Listing Agent: Pat Glenn (407-504-1110)

Remarks: Some photos Virtually staged. Welcome to this spacious and inviting 4-bedroom, 2-bath split-plan home, nestled on a quiet cul-de-sac in the established Woodlands community of Longwood. With more than 2,800 square feet of living space, this home offers the perfect blend of comfort, flexibility, and room to grow. Situated on an oversized .27-acre lot, you'll find generous living areas, spacious bedrooms, and abundant natural light throughout. The versatile floor plan includes multiple gathering spaces that can easily adapt to your needs—whether you're envisioning a home office, playroom, dressing room, fitness space, or cozy lounge area. Step outside and discover a private backyard with plenty of room to create your own outdoor oasis, ideal for relaxing, gardening, or entertaining family and friends. A dedicated workshop adds even more possibilities for hobbyists, DIY enthusiasts, or extra storage. Conveniently located in the heart of Seminole County, this home offers easy access to I-4, shopping, dining, parks, and top-rated schools, while still providing the peaceful feel of a well-established neighborhood with beautiful mature landscaping. Whether you're ready to move right in or excited to add your own personal touches over time, this home presents a wonderful opportunity to enjoy space, flexibility, and a sought-after Longwood location. Come see all the possibilities this welcoming home has to offer!

Listing is courtesy of: WATSON REALTY CORP (407-332-6000)

Listing Agent: Jim Ruddy (407-718-0984)

Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience.  There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property.  The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.

Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)

Listing Agent: Christy Fauquher (407-310-3878)

Remarks: This updated 2-bedroom condo in Longwood near I-4 delivers a bright end-unit layout, stylish finishes, and peaceful wooded views in Springwood Village. Enjoy low-maintenance living with strong community amenities and quick access to major roads, shopping, and dining. This end unit features an open floor plan with modern upgrades throughout. The kitchen showcases white shaker wood cabinets with soft-close doors and drawers, quartz countertops, subway tile backsplash, stainless hardware, and a seeded glass light fixture. Appliances include glass-top self-cleaning stove dishwasher and refridgerator. Shiplap accent walls add character to the kitchen, dining area, and bathroom, complemented by upgraded baseboards. Luxury vinyl wood-look flooring runs through the main living areas, while both bedrooms offer plush carpeting with an extra thick moisture guard pad. The bathroom features a granite vanity top and glassed in shower and modern fixtures. Step outside to your private balcony overlooking a tranquil wooded alcove with mature pine trees, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Springwood Village offers an affordable HOA that includes water, garbage pickup, on-site management, maintenance, and security. Residents enjoy two swimming pools, a clubhouse with gym and party room, lighted tennis court, basketball half court, multiple laundry facilities, and bike storage.

Listing is courtesy of: EXP REALTY LLC (407-641-2808)

Listing Agent: Todd Schroth, Pa (407-641-2808)

Remarks: Beautifully renovated home offering over 2,000 square feet of living space in a quiet, well-located residential neighborhood near major roadways, shopping, dining, and everyday conveniences. This spacious 4-bedroom, 2-bath property features new luxury vinyl flooring throughout, updated bathrooms, a large family room, living room, and multiple extra spaces throughout the home for added flexibility and comfort. The property also includes an additional room that can easily be used as a studio, office, storage space, hobby room, or anything that fits your needs. A separate laundry room adds extra convenience. Outside, you’ll find a large rear carport with plenty of space for vehicles, boats, equipment, or additional storage, plus extra storage space in the backyard. Perfect for first-time homebuyers or investors seeking strong income potential, the home offers two separate entrance doors, creating the possibility for flexible living arrangements or rental opportunities. Schedule your private showing today!

Listing is courtesy of: RESILIENT MIND REALTY GROUP (407-922-4428)

Listing Agent: Thay Barrera Troya (689-278-5059)

Remarks: Motivated Seller! This beautifully remodeled, move-in ready home sits on over half an acre of landscaped land, offering plenty of space, privacy, and comfort. With an extensive list of updates throughout, this is a home you truly need to see in person to fully appreciate. From the moment you arrive, the extended paver driveway gives the home a welcoming feel and adds to the sense of privacy. Inside, you’ll find a bright, open floor plan with high ceilings, fresh interior paint, new porcelain flooring, and modern finishes throughout. The layout feels spacious and inviting, making it ideal for both everyday living and entertaining. The remodeled gourmet kitchen, completed in 2023, is one of the highlights of the home. It features top of the line LG appliances, sleek countertops, and a beautiful waterfall island that opens directly into the main living areas. The home also includes a dedicated office with French doors, giving you a great space for working from home, hobbies, or flexible use. Major updates include a new roof in 2023, gutters with LeafFilter guards in 2023, new interior doors in 2023, new porcelain flooring in 2023, fresh interior paint, and a new pool pump in 2026. Step outside and enjoy the screened in lanai, LED-lit pool, and massive backyard with room to relax, entertain, or even park an RV. The property also includes an 8x10 hurricane-rated storage shed, adding extra storage and peace of mind. Located in a convenient Longwood location with no HOA or CDD fees, this home offers flexibility and value that can be hard to find. You’ll be just minutes from local favorites like Hourglass Brewing and Papa Bees Chicken Wings, along with everyday conveniences including Publix, Target, CVS, Walgreens, Home Depot, Wawa, Lowe’s, Altamonte Mall, Walmart, Whole Foods, and easy access to I-4. Orlando Health South Seminole Hospital is approximately 5 minutes away, and AdventHealth Altamonte Springs is about 10 minutes away. With thoughtful updates, a spacious lot, a private backyard, and a highly convenient location, this home is a rare opportunity in Longwood. Schedule your private tour today!

Listing is courtesy of: VALSTAR REALTY LLC (407-925-1567)

Listing Agent: Teresa Valdes (407-925-1567)

Remarks: Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.

Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)

Listing Agent: Sukumar Haldar (516-508-0791)

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home located in the highly desirable Columbus Harbor community in Longwood. Known for its friendly atmosphere and vibrant neighborhood events, residents enjoy access to pickleball courts, a private boat ramp, and unforgettable holiday gatherings that make this community truly special. Inside, the home features beautiful tile flooring throughout and a spacious open-concept living and dining area that is perfect for entertaining or relaxing with family. The kitchen offers an inviting eat-in space, granite countertops, and elegant crown molding, creating both style and functionality. A dedicated laundry room adds convenience to everyday living. The generous primary suite provides a peaceful retreat and features French doors that open directly to the large back patio. Step outside to enjoy the screened-in pool—perfect for year-round Florida living. The expansive backyard offers plenty of space for pets, play, or even a future playground. With its welcoming layout, wonderful outdoor space, and location in a sought-after community, this Longwood home is a fantastic opportunity to enjoy comfort, convenience, and neighborhood charm.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Joanne Otero (407-310-0856)

Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home offering 1,657 square feet under air in the desirable Tiberon Cove community of Longwood. This meticulously maintained residence combines modern upgrades, quality craftsmanship, and stylish finishes throughout. Step inside to discover a fully renovated interior featuring a front door with decorative iron between the glass and Selva ash wood-look porcelain flooring throughout the main living areas and bedrooms—durable, anti-slip, and antimicrobial. The home is enhanced with 5-inch baseboards and crown molding throughout, along with new interior 6-panel doors and updated hardware, creating a clean and cohesive design. Window treatments include plantation shutters throughout. The stunning kitchen has been completely upgraded with: White shaker cabinetry Quartz countertops with full-height backsplash Deep double stainless steel sink with racks Frigidaire Professional microwave/convection oven Frigidaire Gallery 5-burner glass-top electric stove with convection/self-cleaning oven with air fry capability. Frigidaire Gallery stainless dishwasher (natural gas) Frigidaire 27.5 cu ft refrigerator with ice & water in door New garbage disposal Both bathrooms have been tastefully updated with new cabinetry, medicine cabinets, Moen fixtures, and one-piece dual flush toilets, while the primary bath features a Bath Fitter shower system. Major system upgrades provide peace of mind, including: New Rheem 15 SEER electric heat pump (2021) New gas water heater (2022) 140 MPH wind-rated architectural roof (installed 1/2023) with 10-year warranty Full home repipe with PEX-A (2025) by Repipe Specialists with transferable warranty Impact windows (2022) by Window World with transferable warranty New Genie garage door opener (2025) with 3-day battery backup 140 MPH-rated metal garage door with windows Enjoy outdoor living in the spacious 10x30 screened aluminum patio with tile flooring, overlooking a fully fenced yard with white vinyl fencing and enhanced landscaping for added privacy. Additional exterior highlights include a mahogany fiberglass front door with decorative privacy glass, brick mailbox with locked mail slot, and a recently serviced fireplace chimney. The 2-car garage includes built-in wood cabinetry for extra storage, making this home as functional as it is beautiful. Conveniently located near shopping, dining, parks, and major roadways, this move-in-ready home offers easy access to everything Longwood and Central Florida have to offer. This is a rare opportunity to own a fully upgraded, turnkey home with high-end features and major system updates—schedule your private showing today!

Listing is courtesy of: TRUDEALS REALTY CORP (833-878-3325)

Listing Agent: Candace Garber (224-489-4435)

Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.

Listing is courtesy of: WATSON REALTY CORP (407-332-6000)

Listing Agent: Sarita Cabrera (321-438-4479)

Remarks: Recent contract fell through. Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.

Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)

Listing Agent: Jerry Mcgee, Jr (407-765-9147)

Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Celines Pomales (407-373-8250)

Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Karen Arbutine (407-928-3788)